US7838126B2ExpiredUtilityA1

Organic electronic devices

50
Assignee: MERCK PATENT GMBHPriority: Feb 20, 2004Filed: Feb 18, 2005Granted: Nov 23, 2010
Est. expiryFeb 20, 2024(expired)· nominal 20-yr term from priority
H05B 33/14C09K 11/06C09B 57/008C09B 57/10C09B 23/14Y02E10/549Y10S428/917C09B 57/00H10K 85/626H10K 85/633H10K 85/324H10K 85/1135H10K 50/14
50
PatentIndex Score
0
Cited by
17
References
10
Claims

Abstract

The present invention relates to the improvement of organic electronic devices, in particular fluorescent electroluminescent devices, by using electron-transport materials of the formula (I).

Claims

exact text as granted — not AI-modified
1. Electronic device comprising a cathode, an anode, and at least one organic layer, wherein said organic layer comprises at least one compound of formulae (2) or (3): 
       
         
           
           
               
               
           
         
         wherein 
         R 2  is on each occurrence, identically or differently, an aromatic ring system having 6 to 40 aromatic C atoms, wherein said aromatic ring system is optionally substituted by one or more radicals R 3  or a heteroaromatic ring system having 1 to 40 aromatic C atoms, wherein said heteroaromatic ring system is optionally substituted by one or more radicals R 3 ; 
         R 3  is on each occurrence, identically or differently, H, OH, N(R 4 ) 2 , CN, B(R 4 ) 2 , Si(R 4 ) 3 , a straight-chain, branched or cyclic alkyl or alkoxy chain having 1 to 22 C atoms, in which, in addition, one or more non-adjacent C atoms may be replaced by —R 4 C═CR 4 —, —C≡C—, Si(R 4 ) 2 , Ge(R 4 ) 2 , Sn(R 4 ) 2 , —NR 4 —, —O—, —S—, —CO—, —CO—O— or —O—CO—O— and where one or more H atoms may be replaced by fluorine, or an aryl, heteroaryl or aryloxy group having 1 to 40 C atoms, which may also be substituted by one or more radicals R 4 , or a combination of 2, 3 or 4 of these systems; two or more substituents R 3  here may also form a ring system with one another; 
         R 4  is on each occurrence, identically or differently, H or an aliphatic or aromatic hydrocarbon radical having 1 to 20 C atoms; 
         Ar is on each occurrence, identically or differently, a divalent (in formula (2)) or trivalent (in formula (3)) aromatic or heteroaromatic ring system having 3 to 24 aromatic C atoms, which may be substituted by one or more radicals R 3 ; 
         m is on each occurrence, identically or differently, 1, 2 or 3; 
         wherein the compound of formulae (2) or (3) has a molecular weight of ≧390 g/mol and ≦10,000 g/mol and that the device does not comprise a phosphorescent emitter; and furthermore wherein neither R 2  nor Ar represents a substituted or unsubstituted spirobifluorene, and with the further provisos that R 2  and Ar do not contain a fused aromatic ring system having three or more fused benzene units and that R 2  and Ar do not form a mono- or polycyclic ring system with one another; and 
         wherein the absorption edge of the compound of formulae (2) or (3) is <400 nm. 
       
     
     
       2. Organic electronic device according to  claim 1 , wherein the absorption edge of the compound of formulae (2) or (3) is <380 nm. 
     
     
       3. Organic electronic device according to  claim 1  wherein the device is an organic electroluminescent device, organic thin-film transistor, organic field-effect transistor, organic solar cell, organic photoreceptor or organic laser. 
     
     
       4. Organic electronic device according to  claim 1 , wherein the compound of formulae (2) or (3) is amorphous and the glass transition temperature T g  of the compound is greater than 80° C. 
     
     
       5. Organic electronic device according to  claim 1 , wherein the compound of formulae (2) or (3) is selected from the group consisting of example structures 3-11, 14, 17, 18, 21-24, 27, and 28: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
       6. Organic electronic device according to  claim 1 , wherein the compound of formulae (2) or (3) is an electron-transport material in an electron-transport layer or in an emission layer. 
     
     
       7. Organic electronic device according to  claim 6 , wherein the compound of formulae (2) or (3) is an electron-transport material in an electron-transport layer. 
     
     
       8. Organic electronic device according to  claim 1 , wherein the organic layer comprises at least 50% of the compound of formulae (2) or (3). 
     
     
       9. Organic electronic device according to  claim 8 , wherein the organic layer consists only of the compound of formulae (2) or (3) as pure layer. 
     
     
       10. Organic electronic device according to  claim 1 , wherein the device is an organic electroluminescent device in which the emitter(s) fluoresce(s) in the visible spectral region with one or more maxima between 380 nm and 750 nm on suitable excitation.

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